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Cheap flights from Santa Rosa to Chicago from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santa Rosa to Chicago departing on 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Santa Rosa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
$265Alaska Airlines
Tue, Apr 14 - Tue, Apr 21
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
$285Alaska Airlines
Tue, Apr 14 - Mon, Apr 20
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
$287Alaska Airlines
Tue, Apr 14 - Tue, Apr 21
Alaska Airlines Logo
7:46 pm - 2:21 pm
STS
-
ORD
16h 35m
1 stop
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
$289Alaska Airlines
Mon, Apr 13 - Tue, Apr 21
Alaska Airlines Logo
7:00 am - 6:40 pm
STS
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
6:00 am - 12:21 pm
ORD
-
STS
8h 21m
1 stop
$291Alaska Airlines
Tue, Apr 14 - Wed, Apr 22
Alaska Airlines Logo
10:01 am - 11:59 pm
STS
-
ORD
11h 58m
2 stops
Alaska Airlines Logo
8:50 am - 7:06 pm
ORD
-
STS
12h 16m
1 stop
$294Alaska Airlines
Tue, May 5 - Sat, May 9
Alaska Airlines Logo
7:00 am - 7:02 pm
STS
-
ORD
10h 02m
1 stop
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
$305Alaska Airlines
Thu, Apr 16 - Mon, Apr 20
Alaska Airlines Logo
7:46 pm - 2:21 pm
STS
-
ORD
16h 35m
1 stop
Alaska Airlines Logo
4:10 pm - 11:13 pm
ORD
-
STS
9h 03m
1 stop
$309Alaska Airlines
Mon, Apr 13 - Mon, Apr 20
Alaska Airlines Logo
7:00 am - 7:02 pm
STS
-
ORD
10h 02m
1 stop
Alaska Airlines Logo
6:00 am - 12:21 pm
ORD
-
STS
8h 21m
1 stop
$311Alaska Airlines
Thu, Apr 16 - Wed, Apr 22
Alaska Airlines Logo
7:46 pm - 6:40 am
STS
-
ORD
8h 54m
1 stop
Alaska Airlines Logo
3:52 pm - 10:58 am
ORD
-
STS
21h 06m
1 stop
$315Alaska Airlines
Sat, Apr 25 - Tue, Apr 28

Alaska Airlines flights from Santa Rosa to Chicago

Our best Alaska Airlines deals on Santa Rosa to Chicago flight tickets
Alaska Airlines
Apr 14
STS7:00 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
Apr 21
ORD4:10 pmChicago O'Hare Intl
9h 03m
1 stop
STS11:13 pmSanta Rosa Sonoma County
$265
Alaska Airlines
Apr 14
STS7:00 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
Apr 20
ORD4:10 pmChicago O'Hare Intl
9h 03m
1 stop
STS11:13 pmSanta Rosa Sonoma County
$285
Alaska Airlines
Apr 14
STS7:00 amSanta Rosa Sonoma County
9h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
Apr 21
ORD4:10 pmChicago O'Hare Intl
9h 03m
1 stop
STS11:13 pmSanta Rosa Sonoma County
$287

American Airlines flights from Santa Rosa to Chicago

Our best American Airlines deals on Santa Rosa to Chicago flight tickets
American Airlines
Apr 2
STS4:23 pmSanta Rosa Sonoma County
6h 28m
1 stop
ORD12:51 amChicago O'Hare Intl
Apr 6
ORD5:00 amChicago O'Hare Intl
9h 26m
1 stop
STS12:26 pmSanta Rosa Sonoma County
$754
American Airlines
Apr 2
STS4:23 pmSanta Rosa Sonoma County
6h 28m
1 stop
ORD12:51 amChicago O'Hare Intl
Apr 5
ORD5:00 amChicago O'Hare Intl
9h 26m
1 stop
STS12:26 pmSanta Rosa Sonoma County
$779
American Airlines
Mar 31
STS4:23 pmSanta Rosa Sonoma County
6h 28m
1 stop
ORD12:51 amChicago O'Hare Intl
Apr 5
ORD7:00 amChicago O'Hare Intl
10h 53m
2 stops
STS3:53 pmSanta Rosa Sonoma County
$784

momondo Fare Finder

 
Customize your flight search to find flights from Santa Rosa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 20, 2026.
Use the filters below to find and compare flights from Santa Rosa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 4/14

7:00 am-6:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Tue 4/21

4:10 pm-11:13 pm

1 stop9h 03m

$265

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 4/14

7:00 am-6:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Mon 4/20

4:10 pm-11:13 pm

1 stop9h 03m

$285

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 4/14

7:00 am-6:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Tue 4/21

4:10 pm-11:13 pm

1 stop9h 03m

$287

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 4/13

7:46 pm-2:21 pm

1 stop16h 35m

Chicago O'Hare Intl

Tue 4/21

4:10 pm-11:13 pm

1 stop9h 03m

$289
Quickest round-trip

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 4/14

7:00 am-6:40 pm

1 stop9h 40m

Chicago O'Hare Intl

Wed 4/22

6:00 am-12:21 pm

1 stop8h 21m

$291

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 5/5

10:01 am-11:59 pm

2 stops11h 58m

Chicago O'Hare Intl

Sat 5/9

8:50 am-7:06 pm

1 stop12h 16m

$294

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 4/16

7:00 am-7:02 pm

1 stop10h 02m

Chicago O'Hare Intl

Mon 4/20

4:10 pm-11:13 pm

1 stop9h 03m

$305

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 4/13

7:46 pm-2:21 pm

1 stop16h 35m

Chicago O'Hare Intl

Mon 4/20

4:10 pm-11:13 pm

1 stop9h 03m

$309

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Thu 4/16

7:00 am-7:02 pm

1 stop10h 02m

Chicago O'Hare Intl

Wed 4/22

6:00 am-12:21 pm

1 stop8h 21m

$311

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 4/25

7:46 pm-6:40 am

1 stop8h 54m

Chicago O'Hare Intl

Tue 4/28

3:52 pm-10:58 am

1 stop21h 06m

$315

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Santa Rosa to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $401. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Santa Rosa to Chicago for around $497.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Santa Rosa to Chicago during this time can be as low as $408. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $451.

When to book flights from Santa Rosa to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Santa Rosa to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santa Rosa to Chicago (STS to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santa Rosa to Chicago

Fastest flight time

6h 41m

Direct flights

None
The fastest flight from Santa Rosa to Chicago takes 6h 41m
There are no direct flights from Santa Rosa to Chicago. There are no popular flight routes from Santa Rosa to Chicago.
Search flight deals

  • How far is Santa Rosa Sonoma County to Chicago by plane?

    There are 1853.6 mi between Santa Rosa Sonoma County and Chicago. In terms of flight time, this usually takes a little over 6h 41m.

  • When did momondo last update prices for flights from Santa Rosa Sonoma County Airport to Chicago?

    Prices for flights from Santa Rosa Sonoma County Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Santa Rosa Sonoma County Airport to Chicago?

  • How old do you have to be to fly from Santa Rosa Sonoma County Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Santa Rosa Sonoma County Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Santa Rosa to Chicago?

Best airlines flying from Santa Rosa to Chicago

Compare and see reviews for airlines that fly from Santa Rosa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $292Free CancellationRating
7.9
12,087 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $316Free CancellationRating
7.1
11,490 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Santa Rosa to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Santa Rosa to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Santa Rosa to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Santa Rosa with this policy.

How can momondo help me find flights from Santa Rosa to Chicago?

momondo helps you find the best flight between Santa Rosa and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Santa Rosa to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Santa Rosa to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport